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Check availability on Winter Haven 5 Star Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sep
Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep

Top Winter Haven 5 Star Hotels

ette hotel
Outdoor pool, open 9:00 AM to 6:00 PM, free pool cabanas, pool umbrellas

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (330)
"Wonderful staff and beautiful rooms"
The price is 7.362.111 ₫
8.355.996 ₫ total
includes taxes & fees
31 Aug - 1 Sept
ette hotel
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1383)
"The best hotel "
Reunion Resort & Golf Club
Encore Resort and Water Park at Reunion by Rentyl
Outdoor pool, a heated pool, pool cabanas (surcharge), pool umbrellas

Encore Resort and Water Park at Reunion by Rentyl

5.0 star property
8.4 out of 10, Very good, (1008)
"We loved everything about this resort and intend on returning annually!"
The price is 7.680.621 ₫
20.079.895 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Encore Resort and Water Park at Reunion by Rentyl
The Bear's Den Resort Orlando
Front of property

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Exclusive House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

5.0 star property
9.6 out of 10, Exceptional, (5)
"The unique rooms were a hit with our children."
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
House | Living room | 60-inch Smart TV with cable channels, fireplace, Netflix

Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432

5.0 star property
8.8 out of 10, Excellent, (3)
"There were lots of restaurants and fast food places to choose from just down the street. The beds were comfortable and the AC worked great. "
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Outdoor pool, pool loungers, lifeguards on site

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

5.0 star property
8.8 out of 10, Excellent, (6)
"Great resort with a beautiful house, big clean, the best part was the resort very nice for families and couples, will be back"
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Amazing 4Bd Screened Pool Close to Disney 4572
Exclusive House | 4 bedrooms, in-room safe, individually decorated, individually furnished

Amazing 4Bd Screened Pool Close to Disney 4572

5.0 star property
9.4 out of 10, Exceptional, (3)
"The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus "
Amazing 4Bd Screened Pool Close to Disney 4572
Reunion Resort & Golf Club
10 outdoor pools, pool umbrellas, pool loungers

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (12)
"Enjoy the accommodations view was wonderful and close to everything"
Reunion Resort & Golf Club
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Water park

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

5.0 star property
8.6 out of 10, Excellent, (7)
"They kept in contact the whole time we stayed with them. They responded to any questions promptly."
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
WonderFull 4Bd with Pool at Champions Gate 1174
Resort view

WonderFull 4Bd with Pool at Champions Gate 1174

5.0 star property
9.0 out of 10, Wonderful, (4)
"This home was exactly as the pictures and more. It was beautiful and perfect size for my family. The pool was also perfect when we didn’t want to be in the crowds anymore at the resorts. Wonder vacation homes were amazing hosts and took great care of all of our questions "
WonderFull 4Bd with Pool at Champions Gate 1174
Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015
Water park

Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015

5.0 star property
Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Exclusive House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

5.0 star property
8.8 out of 10, Excellent, (3)
"went with grandkids they enjoyed the dipping pool and area was nice and quiet. The place was very clean. "
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Gorgeous 4 Bedroom w/ Pool Close to Disney 920
Exclusive House | 5 bedrooms, in-room safe, individually decorated, individually furnished

Gorgeous 4 Bedroom w/ Pool Close to Disney 920

5.0 star property
6.0 out of 10, (1)
"The property is in need of repair and maintenance. I paid £240 for cleaning yet it didn’t look clean, for example, The carpets were sticky and there were hairs in the bathrooms. The location is good, but I wouldn’t call this a gorgeous property."
Gorgeous 4 Bedroom w/ Pool Close to Disney 920
Marvelous 7 Bd w/ Pool Close to Disney @ Solterra 6086
Water park

Marvelous 7 Bd w/ Pool Close to Disney @ Solterra 6086

5.0 star property
3.0 out of 10, (2)
"Horrible customer service. Pool was not heated also dirty once we arrived. Refrigerator was leaking. Bed felt like a sink hole. "
Marvelous 7 Bd w/ Pool Close to Disney @ Solterra 6086
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
Terrace/patio

Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access

5.0 star property
8.0 out of 10, Very good, (4)
"The house was huge we had enough room for everyone I loved the theme rooms and it was quiet "
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
7 Bedroom Villa, Private Pool, Resort Amenities
Luxury Villa, Multiple Bedrooms, Private Pool | Courtyard view

7 Bedroom Villa, Private Pool, Resort Amenities

5.0 star property
9.0 out of 10, Wonderful, (15)
"Beautiful and the family loved it 😍! Close to Disney, excellent for large families"
7 Bedroom Villa, Private Pool, Resort Amenities
Charming 3Bd Close to Disney @ Festival 1026
In-room safe, individually decorated, individually furnished, desk

Charming 3Bd Close to Disney @ Festival 1026

5.0 star property
8.8 out of 10, Excellent, (3)
"Nice location "
Charming 3Bd Close to Disney @ Festival 1026
Poolside At Calabay - Home for 11 With Game Room, Pool & Hot Tub
House, Multiple Beds, Pool Access, Pool View (Poolside At Calabay) | Private kitchen | Fridge, microwave, oven, dishwasher

Poolside At Calabay - Home for 11 With Game Room, Pool & Hot Tub

5.0 star property
Poolside At Calabay - Home for 11 With Game Room, Pool & Hot Tub
Gorgeous 5Bd Screened Pool at Champions Gate 1125
Water park

Gorgeous 5Bd Screened Pool at Champions Gate 1125

5.0 star property
9.4 out of 10, Exceptional, (3)
"The house was exactly as the pictures posted. Very well maintained, cleaned, and well equipped with all essential equipment for cooking ext. My family and I loved it. It exceeded our expectations! We truly recommend this house, and will definitely rent this house again."
Gorgeous 5Bd Screened Pool at Champions Gate 1125
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winter Haven.
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue, Winter Garden, FL
The price is 3.925.405 ₫ per night from 8 Sept to 9 Sept
3.925.405 ₫
5.601.605 ₫ total
8 Sept - 9 Sept
includes taxes & fees
7.8/10 Good! (8,431 reviews)
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Haven?
There are a range of pricing options for 5-star hotels in Winter Haven on Expedia. How much you'll pay will depend on when you travel, length of your trip and other factors. Compare all of the available accommodation for your preferred dates and use our pricing and other filters to score the perfect high-end stay.

  • Search for the lowest price per night from 2.484.334 ₫

What makes a hotel 5 stars in Winter Haven?
From gourmet dining venues and all-day fitness centres to pools and the finest bedding, the 5-star experience in Winter Haven is all about indulgence and comfort. But it takes more than just top-notch conveniences to earn a 5-star rating. Stays must also offer outstanding guest-focused services like in-room massage treatments, laundry and dry cleaning and concierge services.
Are there any 5-star all-inclusive resorts in Winter Haven?
Our convenient filters are the quickest way to search for exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to show the finest properties in Winter Haven where your meals, accommodation, entertainment and activities are included in the price. At these getaways, your trip is pure extravagance from the moment you enter the lobby.